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349720 Sigma-Aldrich

(3-Carboxypropyl)triphenylphosphonium bromide

98%

Synonym: (4-Hydroxy-4-oxobutyl)triphenylphosphonium bromide

  • CAS Number 17857-14-6

  • Linear Formula HO2C(CH2)3P(C6H5)3Br

  • Molecular Weight 429.29

  •  MDL number MFCD00274196

  •  PubChem Substance ID 24861704

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents More...
assay   98%
reaction suitability   reaction type: C-C Bond Formation
mp   244-247 °C (lit.)
storage temp.   room temp
SMILES string   [Br-].OC(=O)CCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
InChI   1S/C22H21O2P.BrH/c23-22(24)17-10-18-25(19-11-4-1-5-12-19,20-13-6-2-7-14-20)21-15-8-3-9-16-21;/h1-9,11-16H,10,17-18H2;1H
InChI key   NKVJKVMGJABKHV-UHFFFAOYSA-N

Description

Application

Reactant for preparation of:
• Piperamide analogs as histone deacetylase (HDAC) inhibitors with antitumor activity
• Boron-containing benzoxaboroles as antimalarial agents
• Methyl alkenyl quinolones as antimycobacterial agents
• Solandelactone E via Sharpless epoxidation, Taber cyclopropanation, chemoselective reductions and lithiation-borylation-allylation sequence
• Organotin compounds as antifungal agents
• Oleanolic acid derivatives as inhibitors of protein tyrosine phosphatase 1B for negative regulation of insulin pathway (a promising target for treatment of diabetes and obesity)
• 11-oxa prostaglandin analogs with ocular hypotensive activity

Packaging

25, 100 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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